2-(chloromethyl)-6-nitro-4H-benzo[d][1,3]oxazin-4-one | 138639-61-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 2-(chloromethyl)-6-nitro-4H-benzo[d][1,3]oxazin-4-one
• 英文别名: 2-(chloromethyl)-6-nitro-3,1-benzoxazin-4-one
• CAS: 138639-61-9
• 化学式: C₉H₅ClN₂O₄
• 分子量: 240.603
• InChiKey: VXGUVBYGGZNRDD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  84.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(chloromethyl)-6-nitro-4H-benzo[d][1,3]oxazin-4-one 在 溶剂黄146 作用下， 以 苯 为溶剂， 反应 1.0h， 生成 3-amino-2-(chloromethyl)-6-nitroquinazolin-4-one
  参考文献：
  名称：

  The synthesis of some 3-amino-2-halomethyl-, 2-halomethyl-3-(subst.amino)- and 2-halomethyl-3-hetarylquinazolin-4(3)-ones as potential plant protecting agents

  摘要：

  A series of N(2)-(2-halomethyl-4-oxo-3,4-dihydroquin-azolin-3-yl) carbazates 4 and 5 and 2-halomethyl-3-hetarylquinazolin--4-(3H)-ones 8 and 9 were obtained by reacting 2-halomethyl-4H-3,1-benzoaxin-4-ones (12) with alkyl carbazates and hetarylamines, respectively. Some of the carbazates 4 and 5 were obtained alternatively, by treatment of N-(2)-(2-aminobenzoyl)carbazate 15 with haloacetyl halides. The t-butyl carbazates 5 were converted into 3-amino-2-halomethylquin-azolin-4(3H)-ones (6), some of which were further converted into 3-(2,5-dimethylpyrrol-1-yl)-2-halomethylquinazolin-4(3H)-ones (7). 3-Amino-2-bromomethylquinazolin-4(3H)-one (6b) was also obtained by brominating its 2-methyl analogue 1 with cyanogen bromide.

  DOI：

  10.1016/s0040-4020(01)80886-3
• 作为产物：
  描述：

  2-chloroacetamidobenzoic acid 在 硝酸 、 乙酸酐 作用下， 反应 1.17h， 生成 2-(chloromethyl)-6-nitro-4H-benzo[d][1,3]oxazin-4-one
  参考文献：
  名称：

  The synthesis of some 3-amino-2-halomethyl-, 2-halomethyl-3-(subst.amino)- and 2-halomethyl-3-hetarylquinazolin-4(3)-ones as potential plant protecting agents

  摘要：

  A series of N(2)-(2-halomethyl-4-oxo-3,4-dihydroquin-azolin-3-yl) carbazates 4 and 5 and 2-halomethyl-3-hetarylquinazolin--4-(3H)-ones 8 and 9 were obtained by reacting 2-halomethyl-4H-3,1-benzoaxin-4-ones (12) with alkyl carbazates and hetarylamines, respectively. Some of the carbazates 4 and 5 were obtained alternatively, by treatment of N-(2)-(2-aminobenzoyl)carbazate 15 with haloacetyl halides. The t-butyl carbazates 5 were converted into 3-amino-2-halomethylquin-azolin-4(3H)-ones (6), some of which were further converted into 3-(2,5-dimethylpyrrol-1-yl)-2-halomethylquinazolin-4(3H)-ones (7). 3-Amino-2-bromomethylquinazolin-4(3H)-one (6b) was also obtained by brominating its 2-methyl analogue 1 with cyanogen bromide.

  DOI：

  10.1016/s0040-4020(01)80886-3

文献信息

• [EN] 6-SUBSTITUTED QUINAZOLINONE INHIBITORS<br/>[FR] INHIBITEURS DE QUINAZOLINONE 6-SUBSTITUÉS
  申请人：UNIV KANSAS

  公开号：WO2014093869A1

  公开（公告）日：2014-06-19

  The present technology relates to compounds and compositions of Formulas I-III and methods using such compounds. The compounds and compositions described herein may be used in the treatment or prophylaxis of diseases associated with an alphavirus, for example, Venezuelan equine encephalitis virus (VEEV).

  这项技术涉及到I-III式化合物和组合物，以及使用这些化合物的方法。本文描述的化合物和组合物可用于治疗或预防与阿尔法病毒相关的疾病，例如委内瑞拉马蹄病毒（VEEV）。
• 6-SUBSTITUTED QUINAZOLINONE INHIBITORS
  申请人：UNIVERSITY OF KANSAS

  公开号：US20150329499A1

  公开（公告）日：2015-11-19

  The present technology relates to compounds and compositions of Formulas I-III and methods using such compounds. The compounds and compositions described herein may be used in the treatment or prophylaxis of diseases associated with an alphavirus, for example, Venezuelan equine encephalitis virus (VEEV).

  本技术涉及公式I-III的化合物和组合物以及使用此类化合物的方法。此处描述的化合物和组合物可用于治疗或预防与阿尔法病毒相关的疾病，例如委内瑞拉马蹄热病毒（VEEV）。
• 6-substituted quinazolinone inhibitors
  申请人：University of Kansas

  公开号：US10087168B2

  公开（公告）日：2018-10-02

  The present technology relates to compounds and compositions of Formulas I-III and methods using such compounds. The compounds and compositions described herein may be used in the treatment or prophylaxis of diseases associated with an alphavirus, for example, Venezuelan equine encephalitis virus (VEEV).

  本技术涉及式 I-III 的化合物和组合物以及使用此类化合物的方法。本文所述的化合物和组合物可用于治疗或预防与α-病毒（例如委内瑞拉马脑炎病毒（VEEV））相关的疾病。
• US9580393B2
  申请人：——

  公开号：US9580393B2

  公开（公告）日：2017-02-28
• The synthesis of some 3-amino-2-halomethyl-, 2-halomethyl-3-(subst.amino)- and 2-halomethyl-3-hetarylquinazolin-4(3)-ones as potential plant protecting agents
  作者：Józset Fetter、Tibor Czuppon、Gyula Hornyák、Antal Feller

  DOI：10.1016/s0040-4020(01)80886-3

  日期：1991.11

  A series of N(2)-(2-halomethyl-4-oxo-3,4-dihydroquin-azolin-3-yl) carbazates 4 and 5 and 2-halomethyl-3-hetarylquinazolin--4-(3H)-ones 8 and 9 were obtained by reacting 2-halomethyl-4H-3,1-benzoaxin-4-ones (12) with alkyl carbazates and hetarylamines, respectively. Some of the carbazates 4 and 5 were obtained alternatively, by treatment of N-(2)-(2-aminobenzoyl)carbazate 15 with haloacetyl halides. The t-butyl carbazates 5 were converted into 3-amino-2-halomethylquin-azolin-4(3H)-ones (6), some of which were further converted into 3-(2,5-dimethylpyrrol-1-yl)-2-halomethylquinazolin-4(3H)-ones (7). 3-Amino-2-bromomethylquinazolin-4(3H)-one (6b) was also obtained by brominating its 2-methyl analogue 1 with cyanogen bromide.